Enantioselective synthesis, crystal structure, and photophysical properties of a 1,1′-bitriphenylene-based sila[7]helicene

Koichi Murayama, Yasuaki Oike, Seiichi Furumi, Masayuki Takeuchi, Keiichi Noguchi, Ken Tanaka

Research output: Contribution to journalArticlepeer-review

30 Citations (Scopus)

Abstract

A 1,1′-bitriphenylene-based sila[7]helicene was synthesized with a high ee value by enantioselective double [2+2+2] cycloaddition of a biaryl-linked tetrayne with a silicon-linked bis(propargylic alcohol) as a key step. This sila[7]helicene exhibited a high tolerance toward racemization, which could be explained by the X-ray crystal structure analysis. With respect to the photophysical properties, this sila[7]helicene exhibited a relatively high fluorescence quantum yield and circularly polarized luminescence activity.

Original languageEnglish
Pages (from-to)1409-1414
Number of pages6
JournalEuropean Journal of Organic Chemistry
Volume2015
Issue number7
DOIs
Publication statusPublished - 2015 Mar
Externally publishedYes

Keywords

  • Cycloaddition
  • Helicenes
  • Luminescence
  • Rhodium
  • Triphenylenes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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